HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → [2-(3,4-Dichloro-phenoxy)-5-(4-isopropyl-2-oxo-piperazin-1-ylmethyl)-benzyl]-methyl-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Isopropylpiperazin-2-one | HCID 20823878 | — |
| Reactant | [5-Chloromethyl-2-(3,4-dichloro-phenoxy)-benzyl]-methyl-carbamic acid tert-butyl ester | HCID 68849807 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [2-(3,4-Dichloro-phenoxy)-5-(4-isopropyl-2-oxo-piperazin-1-ylmethyl)-benzyl]-methyl-carbamic acid tert-butyl ester | HCID 68879733 | 79.6% |
Reaction Steps
To a solution of 4-isopropyl-piperazin-2-one (32 mg, 0.22 mmol) in DMF (2.2 mL) at 0° C. was added NaH (90%, 11 mg). After 30 min, a solution of [5-chloromethyl-2-(3,4-dichloro-phenoxy)-benzyl]-methyl-carbamic acid tert-butyl ester (96 mg, 0.22 mmol) in DMF (2.2 mL) was added and the reaction was allowed to come to rt and stir overnight. The mixture was quenched with satd. aq. NaHCO3 and extracted with DCM. The combined organic layers were dried (Na2SO4) and concentrated. The crude product was purified by FCC to provide the desired product (94 mg, 79%). MS (ESI): mass calcd. for C27H35Cl2N3O4, 535.20; m/z found, 536.2 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07479493B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-3c5efbbb638943b0a2dddaee555a3762 |
| Source note | uspto-grants-2009_01 |